Hotels near Pleasant Square Ossining

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Top 5 hotels near Pleasant Square at a glance

Baymont by Wyndham White Plains - Elmsford — 2.5-star hotel in 10.9 km from Pleasant Square. Guest rating: 8.4/10 — Very Good.
Hotel MTK Mount Kisco — 3-star hotel in 13.2 km from Pleasant Square. Guest rating: 8.6/10 — Excellent.
West Gate Inn Nyack — 3-star hotel in 9.6 km from Pleasant Square. Guest rating: 7.4/10 — Good.
Hilton Garden Inn Westchester Dobbs Ferry, NY — 3-star hotel in 17.7 km from Pleasant Square. Guest rating: 8.6/10 — Excellent.
Residence Inn Orangeburg — 3-star hotel in 15.4 km from Pleasant Square. Guest rating: 8.8/10 — Excellent.

Where to stay near Pleasant Square?

A modern hotel lobby with a kitchen area, seating arrangements, and large windows offering a view of the outdoors.

An indoor swimming pool with a glass ceiling, clear signage indicating depth, and lounge chairs along the sides.

A modern hotel lobby with a seating area, a kitchen, and a bar.

A hotel room with a large bed, a desk, and a chair. There is a window with curtains and a wall with a geometric patterned design.

Baymont by Wyndham White Plains - Elmsford

10.9 km from Pleasant Square

Dr. Cesar

$127

$145 total

includes taxes & fees

Aug 31 - Sep 1

A spacious lobby with a red sofa, green armchairs, a fireplace, and a staircase leading to an upper level.

A spacious restaurant with high tables and stools, a bar area, and a television screen displaying a sports game.

A spacious lobby with a red sofa set, a fireplace, and a staircase leading to an upper level.

A hotel entrance with a covered walkway, stone pillars, and potted plants.

Hotel MTK Mount Kisco

13.2 km from Pleasant Square

Alfred

$147

$168 total

includes taxes & fees

Aug 30 - Aug 31

A checkered floor, a potted plant, and two metal ladders in a room with large windows.

A modern office space with a large desk, multiple printers, and comfortable seating.

A modern building with a glass facade, surrounded by a landscaped garden with various plants and a classical-style urn.

A hotel lobby with a sofa, armchairs, a glass table, and lamps.

West Gate Inn Nyack

9.6 km from Pleasant Square

Mary Beth

$99

$113 total

includes taxes & fees

Aug 24 - Aug 25

A modern hotel lobby with a dining area, seating, and a large window offering a view of greenery.

A bar area with teal chairs, a large TV screen, and shelves with bottles and glasses.

A modern hotel reception area with a wooden reception desk, a sign reading "Hilton Honors," and a seating area with a patterned floor.

A balcony with wicker furniture and a white perforated table, overlooking a modern building and a clear sky.

Hilton Garden Inn Westchester Dobbs Ferry, NY

17.7 km from Pleasant Square

Rober

$130

$149 total

includes taxes & fees

Aug 30 - Aug 31

A hotel patio with outdoor seating, a fire pit, and a covered area with glass doors.

A modern lobby with a fireplace, bookshelves, and a seating area.

A modern living room with a fireplace, a bookshelf, and comfortable seating.

An indoor swimming pool with a 'NO DIVING' sign, lounge chairs, and a lifeguard chair.

Residence Inn Orangeburg

15.4 km from Pleasant Square

Carlos

$161

$179 total

includes taxes & fees

Aug 27 - Aug 28

A hotel entrance with a sign reading "SONESTA Simply Suites".

A compact kitchen with a dining area, a flat-screen TV, a microwave, a coffee maker, and a refrigerator.

A hotel room with a bed, a desk, a chair, a TV, and a lamp.

A modern living room with a dark wood floor, a large round table, and a sofa. There is a kitchen area with dark cabinetry and a refrigerator.

Sonesta Simply Suites Nanuet

15.1 km from Pleasant Square

BaoTran

$109

$127 total

includes taxes & fees

Sep 20 - Sep 21

A spacious interior with a high ceiling, stone walls, and modern furniture.

A modern building with a stone facade and wooden beams, surrounded by a well-maintained lawn and trees.

Sleepy Hollow Hotel, a Dolce by Wyndham

11.3 km from Pleasant Square

Morgan

$150

$172 total

includes taxes & fees

Aug 23 - Aug 24

A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.

A large, multi-story hotel with a central entrance and a parking lot.

A backyard with a swimming pool, lounge chairs, and a small shed.

A bathroom with a large mirror, a sink, and a towel rack.

Quality Inn Spring Valley - Nanuet

15.2 km from Pleasant Square

Anna Lorraine

$108

$126 total

includes taxes & fees

Aug 23 - Aug 24

A modern reception area with a wooden reception desk, a blue accent wall, and a large glass door leading to an outdoor seating area.

A Holiday Inn Express & Suites hotel with a modern design, featuring a covered entrance and American flags.

An indoor swimming pool with a tiled floor, a ceiling with a grid pattern, and a view of greenery outside.

A modern breakfast bar with a variety of food options, including cereal and hot food. There are signs indicating breakfast and hot food availability.

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

8.5 km from Pleasant Square

Santa

$126

$144 total

includes taxes & fees

Sep 20 - Sep 21

An indoor swimming pool with clear glass ceilings, stone walls, and multiple lounge chairs around the pool area.

A hotel dining area with multiple tables and chairs, a bar with a counter and bar stools, and two televisions mounted on the wall.

A spacious lobby with a central seating area, a decorative wall, and a reception desk in the background.

A hotel room with a large bed, a bedside table with a lamp, a TV, and a bathroom with a mirror and sink.

DoubleTree by Hilton Hotel Nanuet

13.8 km from Pleasant Square

Maureen

$114

$133 total

includes taxes & fees

Sep 13 - Sep 14

A hotel with a modern facade, a prominent signage for SpringHill Suites Marriott, and a covered entrance area with seating.

A modern living room with two orange patterned armchairs, a glass coffee table, a flat-screen TV mounted above a fireplace, and a magazine on the table.

A hotel room with a bed, a desk with a chair, a TV, and artwork on the walls.

A hotel room with a flat-screen TV on a wooden dresser, a sofa, a bed with a white headboard, and two abstract paintings on the walls.

SpringHill Suites by Marriott Tarrytown Westchester County

11.2 km from Pleasant Square

jiayou

$156

$178 total

includes taxes & fees

Sep 3 - Sep 4

A modern kitchen with a large island, bar stools, a flat-screen TV, and a stone backsplash.

A gym with treadmills, elliptical machines, and weightlifting equipment.

A snack and beverage vending area with a refrigerator and shelves stocked with various snacks and drinks.

A hotel room with a bed, a sofa, a nightstand, a lamp, and a framed picture on the wall.

Hampton Inn White Plains/Tarrytown

12 km from Pleasant Square

Jiayou

$113

$129 total

includes taxes & fees

Aug 30 - Aug 31

A modern kitchen with a central island, bar stools, a fireplace, and a contemporary pendant light.

A modern cafe with multiple seating options including tables, chairs, and sofas.

A modern interior with a dark wall, a wooden reception desk, a refrigerator stocked with beverages, shelves with snacks, and a large vase with orange flowers.

A modern hotel lobby with a large digital display on the wall, a reception desk, a comfortable seating area with a sofa and cushions, and a clean, tiled floor.

Courtyard by Marriott Tarrytown Westchester County

10.9 km from Pleasant Square

Joshua

$152

$174 total

includes taxes & fees

Aug 30 - Aug 31

A modern bar area with a bar counter, multiple stools, and a seating area with a sofa and chairs.

A modern building with a glass facade, a red door, and a staircase leading to the entrance.

A modern lounge with leather sofas, a patterned rug, and red pendant lights.

Hotel Nyack, a JdV by Hyatt Hotel

9.5 km from Pleasant Square

Eric

$125

$171 total

includes taxes & fees

Aug 31 - Sep 1

An outdoor seating area with wicker chairs and tables, surrounded by greenery and a modern lamp structure.

A formal dining setup with multiple tables, each set with clear glassware, plates, and cutlery.

A modern lobby with a reception desk, seating area, and a kitchen in the background.

A bar area with a long counter, multiple shelves with bottles, and several bar stools.

Westchester Marriott

11.7 km from Pleasant Square

Stephen

$178

$203 total

includes taxes & fees

Aug 30 - Aug 31

A historic stone building with a turret, arched entrance, and a covered patio area.

A spacious lobby with a staircase, seating area, and large windows offering a view of the outdoors.

A large, historic building with a red roof, surrounded by a well-maintained garden with statues and flower beds.

A spacious lobby with a high ceiling, patterned walls, and a central seating area with ottomans and a coffee table.

Tarrytown House Estate

12.5 km from Pleasant Square

Megan

$159

$207 total

includes taxes & fees

Aug 23 - Aug 24

A spacious lobby with a reception desk, sofas, and a coffee table. There are multiple seating areas and a large window providing natural light.

A gym with exercise equipment, large windows, and a wooden reception desk.

An indoor swimming pool with a 3 feet 10 inches deep sign, surrounded by a white tiled area, benches, and a glass door leading to another room.

A Sheraton hotel with a modern facade, multiple floors, and a prominent entrance.

Sheraton Tarrytown Hotel

11.4 km from Pleasant Square

Anne

$143

$164 total

includes taxes & fees

Aug 27 - Aug 28

A modern lobby with seating areas, a fireplace, and a flat-screen TV mounted on the wall.

A modern bar area with a bar counter, seating, and a colorful mural.

A spacious hotel lobby with a modern design, featuring a central seating area with sofas and armchairs, a coffee table, and a television.

A modern lobby with a reception desk, seating area, and a decorative wall.

Cambria Hotel & Suites - White Plains Downtown

16.5 km from Pleasant Square

Lacey

$191

$219 total

includes taxes & fees

Sep 13 - Sep 14

A buffet with labeled food stations including omelets and cheese.

A hotel lobby with a reception desk, a white sofa, a glass display case with a ship model, and a patterned carpet.

A Holiday Inn Express building with a beige facade, large columns, and a covered entrance.

A hotel room with a sofa, a coffee table, a TV, a desk, and a bed.

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

14.4 km from Pleasant Square

Yael

$131

$150 total

includes taxes & fees

Aug 30 - Aug 31

A spacious hotel lobby with a modern design, featuring a large seating area, a dining table, and large windows providing views of the outdoors.

A large indoor swimming pool with clear glass walls, multiple lounge chairs, and ceiling lights.

An outdoor patio with stone walls, a fire pit, and seating.

Element by Marriott Spring Valley

14.8 km from Pleasant Square

Lenin

$143

$166 total

includes taxes & fees

Aug 30 - Aug 31

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Compare popular hotels close to Pleasant Square

Property	Property class	Guest rating
Baymont by Wyndham White Plains - Elmsford	8.4 Very Good 1,810 reviews	View
Hotel MTK Mount Kisco	8.6 Excellent 1,008 reviews	View
West Gate Inn Nyack	7.4 Good 1,401 reviews	View
Hilton Garden Inn Westchester Dobbs Ferry, NY	8.6 Excellent 1,012 reviews	View
Residence Inn Orangeburg	8.8 Excellent 1,001 reviews	View

Other landmarks near Pleasant Square

Merchants Square

9.0/10 (2 reviews)

If you like spending time outside, why not spend the afternoon at Merchants Square, a park in the heart of Ossining. Why not take a stroll along the riverfront and watch the sunset while you're here? Want to stretch your legs some more? Head to Pleasant Square and Depot Square, both a short walk away.

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Sing Sing Prison Museum

If visiting museums in Ossining are on your list, you might want to check out the upcoming exhibitions at Sing Sing Prison Museum, located in the heart of town. Why not take a stroll along the riverfront and watch the sunset while you're here? If you want to see more of the museums in Ossining, Ossining Historical Society isn't far either.

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Ossining Public Library

If you're planning a bit of sightseeing during your trip, head to Ossining Public Library— just one of the monuments in central Ossining.

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Snowden Avenue Park

Snowden Avenue Park is worth a visit, located 0.3 mi (0.5 km) from central Ossining. Why not take a stroll along the riverfront and watch the sunset while you're here?

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Depot Square

Depot Square is 0.5 mi (0.8 km) from central Ossining, why not stop by during your stay. Why not take a stroll along the riverfront and watch the sunset while you're here? Want to stretch your legs some more? Head to Louis Engel Waterfront Park and Pleasant Square, both a short walk away.

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Nelson Park

Nelson Park is worth a visit, located 0.7 mi (1.2 km) from central Ossining. Why not take a stroll along the riverfront and watch the sunset while you're here?

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Crawbuckie Park

Crawbuckie Park is 0.7 mi (1.1 km) from central Ossining, why not stop by during your stay. Want to stretch your legs some more? Head to Croton Point Park and Rockland Lake State Park, both nearby.

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Sing Sing Correctional Facility

Sing Sing Correctional Facility is worth a visit, located 0.7 mi (1.2 km) from central Ossining. Why not take a stroll along the riverfront and watch the sunset while you're here? It's also full of great shops and restaurants, so you can spend the afternoon having a wander.

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